5,7-Dihydroxy-3',4',6'-trimethoxyflavone

Details

• Internal ID: ce7a2e94-cbe0-4a33-8fa5-f40122f89ff4
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 4-O-methylated flavonoids
• IUPAC Name: 5,7-dihydroxy-2-(2,4,5-trimethoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC(=C(C=C1C2=CC(=O)C3=C(C=C(C=C3O2)O)O)OC)OC
• SMILES (Isomeric): COC1=CC(=C(C=C1C2=CC(=O)C3=C(C=C(C=C3O2)O)O)OC)OC
• InChI: InChI=1S/C18H16O7/c1-22-13-8-16(24-3)15(23-2)6-10(13)14-7-12(21)18-11(20)4-9(19)5-17(18)25-14/h4-8,19-20H,1-3H3
• InChI Key: MTVPOQKYYUETRT-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₇
• Molecular Weight: 344.30 g/mol
• Exact Mass: 344.08960285 g/mol
• Topological Polar Surface Area (TPSA): 94.40 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9417	94.17%
Caco-2	+	0.9037	90.37%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6343	63.43%
OATP2B1 inhibitior	-	0.7059	70.59%
OATP1B1 inhibitior	+	0.8702	87.02%
OATP1B3 inhibitior	+	0.8767	87.67%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.4607	46.07%
P-glycoprotein inhibitior	+	0.7535	75.35%
P-glycoprotein substrate	-	0.7178	71.78%
CYP3A4 substrate	+	0.5373	53.73%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	+	0.6154	61.54%
CYP2C9 inhibition	-	0.7484	74.84%
CYP2C19 inhibition	+	0.5640	56.40%
CYP2D6 inhibition	-	0.7310	73.10%
CYP1A2 inhibition	+	0.8610	86.10%
CYP2C8 inhibition	+	0.6213	62.13%
CYP inhibitory promiscuity	+	0.8068	80.68%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6142	61.42%
Eye corrosion	-	0.9818	98.18%
Eye irritation	+	0.7175	71.75%
Skin irritation	-	0.7187	71.87%
Skin corrosion	-	0.9573	95.73%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6276	62.76%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.9352	93.52%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5764	57.64%
Acute Oral Toxicity (c)	III	0.5210	52.10%
Estrogen receptor binding	+	0.9147	91.47%
Androgen receptor binding	+	0.7054	70.54%
Thyroid receptor binding	+	0.6888	68.88%
Glucocorticoid receptor binding	+	0.8596	85.96%
Aromatase binding	+	0.7579	75.79%
PPAR gamma	+	0.8683	86.83%
Honey bee toxicity	-	0.8130	81.30%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6449	64.49%
Fish aquatic toxicity	+	0.8724	87.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.28%	91.11%
CHEMBL3194	P02766	Transthyretin	95.21%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.38%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.04%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.32%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.15%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.30%	86.33%
CHEMBL2535	P11166	Glucose transporter	85.30%	98.75%
CHEMBL1951	P21397	Monoamine oxidase A	84.21%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.37%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.68%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.33%	92.94%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.04%	94.42%
CHEMBL4208	P20618	Proteasome component C5	80.77%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	80.62%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.57%	90.71%

Plants that contains it

• Liatris punctata

Cross-Links

• PubChem: 129858660
• LOTUS: LTS0184809
• wikiData: Q105171908